Family-friendly holiday rentals in Callicoon

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Callicoon

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Bushkill

4.92 out of 5 average rating, 201 reviews

Entire House Hot tub Barrel Sauna Private Backyard

PLEASE READ THE ENTIRE LISTING BEFORE BOOKING. THE HOUSE IS CLEANED THROUGHLY AND SANITIZED AFTER EVERY STAY. WE ONLY USED TWO CLEANING PRODUCTS -LYSOL AND STEAMERS KILLS 99.9% OF VIRUSES & BACTERIA . PLEASE DON’T BRING ANY CHEMICALS TO THE HOUSE !!! Our house is located at the end of a road. PRIVATE BACKYARD surrounded by trees with SONOS INDOOR OUTDOOR SOUND SYSTEM MASTER SPA WITH BED TO RELAX BARREL SAUNA BONE FIRE OUTSIDE PROJECTOR hookup and screen Access to lake, pool and activities.

Guest favourite

Chalet in Tafton

4.85 out of 5 average rating, 131 reviews

Pocono Chalet~HeatedPool~Sauna~Firepits~Fireplaces

This is a one of a kind LINDAL CEDAR HOME, with an open layout, 16 foot Cathedral ceilings with floor to ceiling windows. Perfect getaway for family outings or friends getting out of the city. Following attractions are nearby: Lakes Wallenpaupack Promised Land State Park Skytop Camelback Ski/tube Kalahari Indoor Water Park Mt. Airy Casino NO PROMS NO FRATS POOL opens mid April and closes mid Nov. All guests are required to accept host's lease agreement prior to check in. Pets need approval

Guest favourite

Apartment in Halcott Center

4.97 out of 5 average rating, 140 reviews

Mountain View Apartment

We offer a quiet and extremely clean place. We are only 6 miles from Belleayre Mtn Ski Center. Restaurants are nearby. You’ll love our place because of the neighborhood, the outdoors space, the light, and the kitchen. Our place is good for couples, solo adventurers, and business travelers. WIFI is 300mbps. We have security cameras outside only, EV Charging station on the property. We now have an outdoor fire pit (wood not included). We also have a standby generator in case of a power failure.

Superhost

Home in Bushkill

4.86 out of 5 average rating, 291 reviews

Secluded Cabin•Jacuzzi•Pool Table•King Bed•FirePit

Escape to our secluded cabin in Bushkill, PA. This 4.5 bedroom, 2 bath home sleeps 12 and features a luxurious master suite with a king bed, jacuzzi & balcony. Enjoy a game room with pool table and darts or relax & grill on the deck. Unwind by the fire pit under the stars. With AC on each floor and a dedicated workspace, it’s perfect for family vacations or remote work retreats. The community offers horseback riding, heated pools, playgrounds, tennis & more. Book your tranquil getaway today!

Guest favourite

Cottage in Vernon Township

4.94 out of 5 average rating, 190 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

Guest favourite

Cabin in Prattsville

4.83 out of 5 average rating, 170 reviews

Private Waterfront w/Swimming, Boats & Hot Tub!

Welcoming you to the beautiful Catskills with our renovated (May 22') Modern Cabin with a Private SWIM POND situated on 6 acres w/ lovely and expansive mountain views and backed to 240 acres of NYC DEP LAND FOR HIKING, HUNTING & MORE!! The House is fully stocked to be enjoyed for all seasons! Take a dip, boat, fish or ice skate on the POND. Relax in the HOT TUB or lounge in the HAMMOCK or ADIRONDACK Chairs around the FIRE PIT while enjoying the views!! Enjoy grilling on the GAS GRILL!!

Guest favourite

Home in Bushkill

4.93 out of 5 average rating, 137 reviews

LUX Lakefront, HotTub, Pool, Pickleball, Game Room

Olibear is the perfect spring retreat for couples, families, or anyone craving a lakefront getaway. Situated by the water, our home blends cozy charm with the blooming Pocono scenery. Only 5 minutes from Bushkill Falls, discover vibrant spring sights or unwind by the indoor community pool, open weekends from 12-4 PM. Relax in the private hot tub, paddle kayaks or canoes, wander lively trails, or enjoy the firepit beneath the spring sky. Secure your spring getaway today!

Guest favourite

Apartment in Shandaken

4.81 out of 5 average rating, 190 reviews

Catskill Cabin, Chill Apartment, 1st Fl * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

Top Guest favourite

Tiny home in Shandaken

4.87 out of 5 average rating, 186 reviews

Cute Cabin with Great Mountain Views

“Georgie” is our Cute Cabin with Great Mountain Views. She is a 230 sq. feet Cute and cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Georgie” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoor space.

Top Guest favourite

Condo in Vernon Township

4.92 out of 5 average rating, 356 reviews

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!

Location, location, location! This is a very unique, open concept unit. In lieu of a balcony, it has a huge picture window that allows breathtaking center building panoramic views of the slopes! It's also a top floor unit so extra height ceilings. That open concept continues inside where the walls were minimized leading to the master bedroom having an archway in lieu of a door. The result is a very spacious main living area perfect to gather in front of the fire.

Top Guest favourite

Cottage in Livingston Manor

4.99 out of 5 average rating, 154 reviews

Nicks Place

Open space kitchen, dining, and living room All in a cozy country setting . Two bedrooms with queen beds and two single beds in spacious loft. Bright and sunny. Outdoor grille, firepit, and sun porch. Close to hiking trails, one mile from state gamelands. Minutes from Beaverkill and Willowemoc rivers. Close to three local breweries and distillery. Within an hour of ski resorts. Super quiet location, off the beaten path.